JP-7854728-B2 - Preparations containing poorly water-soluble substances

Inventors

• 染矢 慶太
• 樫原 彩
• 岩崎 純
• 柴田 光香

Assignees

• 横浜油脂工業株式会社

Dates

Publication Date

20260507

Application Date

20240523

Priority Date

20191001

Claims (2)

1. A dispersion formulation containing a poorly water-soluble substance, wherein the average dispersed particle size of the aqueous dilution obtained by diluting the formulation with water at a dilution ratio of 10 to 100,000 times is 150 nm or less. It contains one or more emulsifiers exhibiting an HLB of 10 to 16, The amount of the emulsifier is 0.01 to 40% by weight relative to the entire formulation. The continuous phase contains water and polyhydric alcohols. A food-grade preparation containing poorly water-soluble substances, characterized in that the polyhydric alcohol content is 0.01 to 70% by weight of the entire preparation.
2. The food preparation containing a poorly water-soluble substance according to claim 1, characterized in that the poorly water-soluble substance is curcuminoids and the polyhydric alcohol is glycerin .

Description

This invention relates to a formulation containing poorly water-soluble substances that can be effectively added to and blended into processed foods containing water. Dietary nutrients, such as vitamins, are broadly classified into two categories: water-soluble and water-insoluble. While processed foods, including beverages, contain large amounts of water, making it easy to incorporate water-soluble components like vitamin C, poorly water-soluble components such as vitamin E, coenzyme Q10, curcumin, and astaxanthin require emulsification and dispersion to prevent separation or precipitation if added directly. The stability of emulsified and dispersed states is inversely proportional to the square of the particle size of the component, as known from Stokes' equation. Therefore, stable incorporation of poorly water-soluble substances into processed foods requires formulations with even smaller particle sizes. Furthermore, Desai et al. have discussed the effective uptake of minute emulsified particles into cells using emulsified bovine serum albumin (Non-Patent Literature 1), and similar effects can be expected for poorly water-soluble substances. Regarding the micronization of such poorly water-soluble substances, techniques have been published that combine polyhydric alcohols with emulsifiers such as polyglycerol fatty acid esters, sugar esters, and lecithin to micronize poorly water-soluble substances such as curcumin and coenzyme Q10. However, the particle sizes specifically shown are either those of the undiluted solution that do not reflect the formulation in processed foods, or, even in the case of diluted solutions that take formulation into consideration, the particle sizes are 100 nm or more in the emulsion system and 200 nm or more in the dispersion system, which cannot be said to be sufficient micronization techniques (Patent Documents 1-3) . Furthermore, technologies have been published that combine polyglycerin fatty acid esters, sugar esters, lecithin, and monoglycerides to micronize coenzyme Q10 emulsion particles to 65.5 nm (Patent Document 4), and technologies that use thickening polysaccharides such as ghatti gum to micronize curcuminoids to 190 nm (Patent Document 5). However, neither of these technologies considered their use in processed foods, or their stability after incorporation was insufficient, making them inadequate as micronization technologies. Furthermore, formulation technologies that solubilize poorly water-soluble substances using amphiphilic solvents such as polysorbates, polyethylene glycols, and alcohols have also been published. However, these only mention particle size in the solubilized formulations and either do not consider their incorporation into processed foods, or they investigate formulations at high concentrations of around 20%, which cannot be considered practical formulations (Patent Documents 6-8) . M. P. Desai et al, Pharmaceutical Res. 14, 1568 (1997) Japanese Patent Publication No. 2009-201371Special Publication No. 2006-134970Japanese Patent Publication No. 2013-56858Japanese Patent Publication No. 2008-245588Japanese Patent Publication No. 2014-118391Special Publication No. 2012-510466Japanese Patent Publication No. 2016-505579Japanese Patent Publication No. 2016-34918 The present invention will now be described in detail with reference to examples, but the present invention is not limited to these examples. [Example 1, Comparative Example 1] In this example and comparative example, Decaglyn 1-SV (product name Decaglycerin Monostearate, manufactured by Nikko Chemicals) was used as the polyglycerin fatty acid ester, and SLP Paste Lyso (manufactured by Tsuji Oil Co., Ltd.) was used as the lecithin. [Preparation Example: Preparation of Turmeric Extract] One kilogram of dried turmeric rhizomes was crushed in a hammer mill, and then 10 times its volume of ethanol was added and the mixture was immersed overnight in a cool, dark place. After the immersion treatment, the solution was filtered off and the solvent was removed using a rotary evaporator. Ten times its volume of water was added to the resulting extract and stirred well, and the precipitate was filtered off and collected. This precipitate was thoroughly dried in a 70°C oven, and then ground in a ball mill to obtain 130 g of turmeric extract containing 95% curcuminoids . [Example 1, Comparative Example 1: Turmeric Extract Preparation] Comparative Example 1 was prepared by using the turmeric extract containing 95% curcuminoids in the composition shown in Table 1 and homogenizing it using a homomixer at 6000 rpm for 30 minutes. For the example, the mixture was further ground using a planetary ball mill with 2 mm zirconia beads, 0.3 mm zirconia beads, and 0.03 mm zirconia beads to obtain the turmeric extract preparation of Example 1. [Particle size measurement] Each formulation from Example 1 and Comparative Example 1 was diluted in water to a concentration of 0.1%, and the average particle size (nm) was